4-(Phenylmethoxy)-2-naphthalenemethanol → HCID 71757507, compound

HRID 1726979Notes

Reaction equation

HRID 1726979 reaction equation
[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([CH2:19][OH:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.[O-2].[O-2].[Mn+4]>[CH2:1]([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([CH:19]=[O:20])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 221286654-(Phenylmethoxy)-2-naphthalenemethanol

Product 1

HCID 71757507HCID 71757507, compoundYield 80.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4.00 g (15.1 mmol) of (4-benzyloxy-naphthalen-2-yl)-methanol [PCT Int. Appl. (1997), WO 97/09311A1] was dissolved in 160 ml of EtOAc; then, 54.1 g of manganese dioxide was added in small portions and the reaction mixture was stirred for 30 Min. at ambient temperature. The dark suspension was filtered with the aid of dicalite; then, the solvent was evaporated. Flash chromatography (SiO2, hexane/EtOAc=4:1) gave 3.20 g of the title compound as colorless oil.

Workup

  1. customat ambient temperature
  2. filtrationThe dark suspension was filtered with the aid of dicalite
  3. customthen, the solvent was evaporated

Sources & evidence

ORD record
ord-c3491f1c79624b7bbda246a1a6e4c5a9
Source dataset
uspto-grants-2009_02
Patent number
US07495001B2

Reaction notes

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